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Dec 28, - Older Woman/Younger Man Relationship Movies/Series. Older Woman/Younger Man Relationship Movies/Series - IMDb Cecilia. Age: 25. tina The Diary of a Teenage Girl August 28, May 17, 7: Breillat made a masterpiece on woman sexuality and inner thoughts and she managed to transcend woman/man stereotypes by depicting a young boy out of the norms that he is supposed to act in a relationship. "Breillat about what attracted her to make this film: ' to film a boy during “his first time”, to film him as a girl. Valerie. Age: 18. Looking for some company? The Art of Charm Mar 10, - The history of movies featuring romantic and/or sexual relationships between older women and younger men is a fraught one. Yes, Mrs. Robinson is hot in The Graduate, but she's also portrayed as a boy-crazy lady who ruins lives. Cinematic women who engage in affairs with younger men are often sexy. Aug 17, - Perhaps the steamiest movie on this list, “Unfaithful” is exactly as it sounds ― a thriller about a middle-aged housewife, played by Diane Lane, and her passionate affair with a younger stranger. Richard Gere plays Lane's husband in this film that has a surprising twist. Oklahoma. Age: 29. I'm a well reviewed part-time companion who enjoys the company of select gentlemen Aug 12, - But here it's not treated as a scandalous anomaly, which is usually the case in May-December movie romances where the guy is the spring chicken. (Which is annoying, since it's pretty much a given that Hollywood men will have much younger female love interests.) In fact, we wondered whether there were. The story of a young man who arrives in Hollywood during the s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age. Lady Macbeth. January 20, The passionate affair of a young woman trapped in a marriage of convenience. May 17, - “Younger guys tend to be more active, have less baggage,” says Soletti, an event planner who regularly hosts dating mixers. “Younger men have grown up with working women and have worked for female bosses, so they're more likely to treat women equally.” He mostly dated party girls in their 20s.